RT Journal Article
T1 Influence of the meso-substituent on strongly red emitting phenanthrene-fused boron–dipyrromethene (BODIPY) fluorophores with a propeller-like conformation.
A1 Descalzo López, Ana Belén
A1 Xub, Hai-Jun
A1 Shen, Zhen
A1 Rurack, Knut
AB Highly emissive phenanthrene-fused boron–dipyrromethene (PBDP) dyes have been spectroscopically characterized in a series of solvents. The influence of different substituents (−H, −I, −CN, −DMA or a 15C5-crown ether) in the para-position of a phenyl ring attached to the meso-position of the BODIPY core is discussed. This family of dyes has an intense emission at λ ≥ 630 nm, with fluorescence quantum yields between 0.7 and 1.0 in all solvents studied, except in the case of the dimethylamino-substituted derivative, PBDP-DMA, which undergoes excited-state intramolecular charge transfer (CT), leading to broadband dual fluorescence in highly polar solvents. Introduction of a weaker electron donor such as a benzocrown to the meso-position is not able to trigger a second (charge or electron transfer) process and, interestingly, heavy atom (iodine, PBDP-I derivative) substitution at that moiety does also not have a relevant influence on the photophysics, i.e., enhanced intersystem crossing was not observed. Electrochemical studies of PBDP-DMA complement the data reported and stress the fact that the decrease in fluorescence of PBDP-DMA in highly polar solvents is due to an excited-state CT process rather than to a photoinduced electron transfer (PET).
PB Elsevier
SN 1010-6030
YR 2018
FD 2018
LK https://hdl.handle.net/20.500.14352/92182
UL https://hdl.handle.net/20.500.14352/92182
LA eng
NO Descalzo, Ana B., et al. «Influence of the Meso -Substituent on Strongly Red Emitting Phenanthrene-Fused Boron–Dipyrromethene (BODIPY) Fluorophores with a Propeller-like Conformation». Journal of Photochemistry and Photobiology A: Chemistry, vol. 352, febrero de 2018, pp. 98-105. https://doi.org/10.1016/j.jphotochem.2017.10.034.
NO Ministerio de Ciencia e Innovación (España)
NO Alexander von Humboldt Foundation
DS Docta Complutense
RD 21 ago 2024